Enantioselective Strecker Reaction of Phosphinoyl Ketoimines Catalyzed by in situ Prepared Chiral N,N′-Dioxides.
نویسندگان
چکیده
منابع مشابه
Highly enantioselective nitroaldol reaction catalyzed by new chiral copper complexes.
Remarkable generality in scope of DATs/Cu catalysts for enantioselective nitroaldol reaction is described; excellent levels of stereoinduction are recorded for a range of aldehydes (ee 81-99%, 17 examples) and the possibility to employ the present catalytic system as the key step for the preparation of highly functionalized tetrahydro-isoquinolines is demonstrated.
متن کاملChiral bifunctional ferrocenylphosphine catalyzed highly enantioselective [3 + 2] cycloaddition reaction.
A series of air-stable ferrocenylphosphines LB1-LB8 were designed and prepared in high yields. (R,SFc)-ferrocenylphosphine LB5 was found to efficiently promote the asymmetric [3 + 2] cycloaddition of Morita-Baylis-Hillman carbonates with maleimides to afford the corresponding bicyclic imides with 84-99% ee and 67-99% yield. Interestingly, the configuration of these products was contrary to thos...
متن کاملA highly enantioselective catalytic Strecker reaction of cyclic (Z)-aldimines.
A range of 3H-indoles and 2H-benzo[b][1,4]thiazines smoothly undergo asymmetric Strecker reaction with ethyl cyanoformate in the presence of a Cinchona alkaloid-based thiourea catalyst at 10 °C to give structurally diverse nitrogen-containing heterocycles in good to excellent yields and with excellent ee.
متن کاملChiral Brønsted acid-catalyzed enantioselective Friedel–Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ
An enantioselective Friedel–Crafts reaction with aliphatic ketimines generated in situ from hemiaminal ethers catalyzed by a chiral Brønsted acid was investigated. The reaction of 2-methoxyfuran with (thio) hydantoin-derived hemiaminal methyl ether proceeded under the influence of a chiral phosphoric acid catalyst to afford the corresponding adduct possessing a quaternary stereogenic center in ...
متن کاملEnantioselective cyanosilylation of ketones catalyzed by a chiral oxazaborolidinium ion.
The chiral oxazaborolidinium salt 1 (X = TfO) is an excellent catalyst for the cyanosilylation of methyl ketones promoted by trimethylsilyl cyanide and diphenylmethyl phosphine oxide as co-reactants (to generate Ph(2)MePOTMS(N=C:) as a reactive intermediate). The face selectivity of this reaction parallels that previously observed for the corresponding reaction of aldehydes. A unifying and rati...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: ChemInform
سال: 2007
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200719037